What are the series of random-ish colored dots in the N, S, E, and W streets?
The scale seems a bit odd. Your entire city is not even close to a mile across according to your scale, which seems odd for an "Imperial City." It also seems like there are a ton of houses packed together for a span of 400 feet. I am aware that a lot of these are hovels for the poor, but still. . .
There are very few roads for a whole city, and the ones that ARE there are REALLY WIDE.
Kingdom Of Shendenflar Campaign Setting (WIP)
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Even if I am correct, I would still advise you to follow your heart. This whole Cartographers Guild thing, it seems to me, is more about passion and skill and learning new techniques than it is about definitions and rules.